Enantioselective reductions by chirally modified alumino- and borohydrides |
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| Institution: | 1. Department of Chemistry, Kanchi Mamunivar Centre for Post–Graduate Studies, Puducherry 605008, India;2. Rajiv Gandhi Arts & Science College, Thavalakuppam, Puducherry 605007, India.;3. School of Sciences and Humanities, Vel Tech University, Avadi, Chennai 600062, India;1. Center for Primary Health Care Research, Department of Clinical Sciences, Lund University/Skåne University Hospital, Malmö, Sweden;2. Department of Coagulation Disorders, Skåne University Hospital, Lund University, Sweden;3. Department of Family Medicine and Community Health, Department of Population Health Science and Policy, Icahn School of Medicine at Mount Sinai, New York, USA;4. Center for Community-based Healthcare Research and Education (CoHRE), Department of Functional Pathology, School of Medicine, Shimane University, Japan |
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| Abstract: | Fifty years after the first report on the reduction of carbonyl compounds using chiral LiAlH4-derived hydrides (Bothner-By, A. A. J. Am. Chem. Soc. 1951, 73, 846), the field of enantioselective aluminohydride and borohydride reagents modified by chiral additives is reviewed. The first section deals with the preparation, scope, limits, mechanism of action and synthetic applications of chiral aluminohydrides, classified according to the chemical nature of the stereogenic modifier. The second covers the field of chiral borohydrides, which have been further classified according to the boron sources, namely metal borohydrides (via reaction with chiral additives or in the presence of chiral catalysts), or chiral boranes (by reduction with alkyllithiums or metal hydrides). |
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